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I've been bitten by the license verification issue a few times. The most annoying was an app that automates connection to a wifi network with a captive portal such as airports and hotels. The stupid app wouldn't start to allow me to automate my wifi connection so it could verify the license, thus rendering the (paid) app essentially useless. I had to log in manually via browser, which defeated the purpose of the app.
I've also had the paid version of TripIt start sending me messages in pirate-speak chiding me for pirating their app (which I paid for).
This is a legitimate concern, particularly if you're planning on using your favorite paid app for a prolonged period without Internet connectivity.
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